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Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Don’t forget to click the search button.

  • Overview
  • Search result: 95 Villas available

This is a list of all the villas in Italy you can rent through Trust&Travel. Select a region of your choice (Tuscany, Maremma Tuscan Coast, Venetia, Umbria or Sardinia), the type of accomodation you would prefer and the number of guests in your party. You can furthermore choose from amenities such as a pool, childsafe pool, internet or near the beach to narrow down your search results. Dont forget to click on the search button. Happy browsing!

Torretta – Lillium
Frassanelle

Torretta – Lillium

Stylish holiday rental studio with pool on historical estate near Padua and Venice

The elegant farm buildings of the estate date back to the 17th century. What used to be granarys, storerooms and living quarters of the employees have now been turn...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 550.00 €

2 1 2 Pool Internet Access Venice: 68 km
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Il Mulino
La Badia

Il Mulino

Stunning villa with pool on organic estate between Siena and Arezzo

Mulino in Italian means Mill and this house used to be the mill of the estate. It still retains some of the original features including the two long stone walls whi...

Key activities:

Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food,hiking within the estate, tennis in the village

As from 3130.00 €

10 6 5 Pool Internet Access Florence: 110 km
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Chiarentana – Tiglio
La Foce

Chiarentana – Tiglio

6 generous apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 1010.00 €

4 2 1 Pool Internet Access Florence: 150 km
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Chiarentana – Vespa
La Foce

Chiarentana – Vespa

6 generous apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 1010.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Il Geranio
Cavallini

Il Geranio

Cosy apartment on working farm in the Maremma

Il Geranio is an apartment for four lying on the ground floor of the Villa I Cavallini.

The spacious living room is the main rooom. It has a large fireplace, a d...

Key activities:

beachlife, spas, bicicling, hiking

As from 545.00 €

4 2 1 Pool Internet Access Roma Fiumicino: 130 km
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Casuzza
Scicli - Sicilia

Casuzza

Villa with private pool on Sicily's southern coast

La Casuzza is reached over a small country road bordered by dry stone walls that leads up the hill from the coast. The house sits above a small valley dotted with C...

Key activities:

Beachlife, visiting baroque Sicily, fishing, on the trail of Inspector Montalbano

As from 2000.00 €

6 5 3 Pool Internet Access Comiso 1 hr, Catania 1h 45m
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Montecucco
Vivo d'Orcia

Montecucco

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 2420.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Dario 5
Borgo di Pietrafitta

Dario 5

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments are availa...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 777.00 €

2 1 1 Pool Internet Access Florence 47km
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Castelluccio Etrusco
La Foce

Castelluccio Etrusco

An apartments in a medieval castle with its own private chapel

The medieval castle of Castelluccio (literally “little castle”) lies on the summit of a hill on the La Foce estate. The precise date of its foundation is not kn...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 660.00 €

2 1 1 Pool Internet Access Florence: 150 km
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Dario 1
Borgo di Pietrafitta

Dario 1

The main farmbuilding of the estate

This farm used to give shelter to the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 777.00 €

2 1 1 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
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